23 Celebrities Who Lost Their Virginity At A Shockingly Young Age

Angelina Jolie

Losing your virginity is typically considered as a rite of passage into adulthood, but some people reach that milestone earlier than others. Several famous actors, musicians, and reality television stars reportedly had sex at 15, some had sex at 13, and some claim to have become intimate even younger than that...


Angelina Jolie is one of Hollywood’s most in-demand actresses, who is living the life of fame and Hollywood royalty with a great career and an enviable family. She lost her virginity at the age of 14 with a boyfriend from high school.

Johnny Depp-13

Johnny Depp reportedly lost his virginity when he was 13 years old and on tour with his band The Flame.

Kim Kardashian-14

Kim Kardashian is said to have lost her virginity at age 14 to Michael Jackson's nephew, TJ.

Matthew McConaughey-15

Matthew McConaughey told Playboy Magazine that he lost his virginity when he was 15, although he refused to give any more details: "I don't tell bedroom tales.

Never have."

Kelly Osbourne-13

Ozzy Osbourne's daughter, Kelly, lost her virginity at just 13 years old!

It just so happened that when she had sex for the first time she hadn't even gotten her period yet!

Brittney Spears-14

Britney Spears's mother, Lynne, says that her daughter lost her virginity at age 14 to a high school football player.

Chris Brown-8


Chris Brown claims he lost his virginity at age eight to a teenage girl. "At eight, being able to do it, it kind of preps you for the long run, so you can be a beast at it," he said.

"You can be the best at it."

Paris Hilton-15

Randy Spelling said that he took Paris Hilton's virginity when she was 15 years old.

"We went to Palm Springs once for the weekend, and we couldn’t check into the hotel under her name because her grandma was looking for her," he said.

Kate Moss-14

Supermodel Kate Moss reportedly lost her virginity at age 14, while on vacation with her family.

Sean Connery-8

Sean Connery may have lost his virginity when he was only eight years old according to reports.

Lil Wayne-11

Lil Wayne was only 11 when he lost his virginity, which shocked a lot of people.

The rapper said that he was playing a game of "Win, Lose or Draw" which got super kinky when the 13-year-old girl he was playing with wrote "F—k me", on the board.

Gillian Anderson-13

"At 13, I lost my virginity to a punk; it was a moronic, horrible experience that left me with bad memories," said Gillian Anderson in an interview.

Sean Combs-13

Sean Combs said that he first tried to lose his virginity at age 7, and he eventually sealed the deal when he was 13.

Khloe Kardashian-15

"It's not funny to lose your virginity! It's weird and you're scared and it hurts and you don't know what will happen.

I was 15 and he was an older guy who wasn't a virgin," Khloe Kardashian said on her website.

Dustin Hoffman-15

Dustin Hoffman reportedly lost his virginity at age 15 – to a girl who mistook him for his older brother, Ronnie.

Tommy Lee-13

Tommy Lee is said to have lost his virginity when he was 13 years old.

Steven Tyler-7


Steven Tyler claims that he lost his virginity when he was just 7 years old to a pair of twins.

Robin Thicke-13


Robin Thicke is well known for being outspoken about his sexual adventures and desires.

So it shouldn't surprise anyone that Robin Thicke told Howard Stern that he lost his virginity at age 13.

Jaime Presley-14

According to an interview she gave Howard Stern, Jaime Pressly lost her virginity when she was 14 years old.

Benicio del Toro-13

"I was about 13 when I lost my virginity, and that first experience was totally a nervous situation," said Benicio del Toro.

"It was in a house with someone I had known only a little bit."

Josh Brolin-11


Josh Brolin says that he lost his virginity at age 11 to a girl named Greta.

Nicole Polizzi "Snooki"-12


Nicole Polizzi, a.k.a.

Snooki, said that her first sexual experience at age 14 was "terrible." She lost her virginity to a guy who had saran wrap on his penis because he didn't have a condom.

Matthew Fox-12


Matthew Fox told Playboy that he lost his virginity when he was 12 years old, an experience he described as "absolutely terrible and awkward."

Dave Navarro-13


Jane's Addiction rocker Dave Navarro reportedly lost his virginity at age 13.

Anthony Kiedis-12


Red Hot Chili Peppers frontman Anthony Kiedis supposedly lost his virginity when he was 12 years old – to his father's girlfriend.

Katy Perry-16


Despite growing up in a highly religious family atmosphere, the songstress lost her virginity at the age of 16 and it was described as being "in the front seat of a Volvo sedan while listening to Jeff Buckley's album Grace" shortly after she moved to Nashville to pursue a music career.

Ashton Kutcher-15


"It was out in the woods and it was horrible," isn't exactly the way most people want to remember their first time.

But for a 15-year-old Ashton Kutcher, that's exactly the kind of experience he had.

Hillary Duff-16


While the former Lizzie McGuire star lost her virginity at 16 years old.

She lost it to a boyfriend she was in a relationship with from 16-19.

Daniel Radcliffe-16


Harry Potter, well, actually, the adorably nerdy actor who played Harry Potter was reportedly just 16 when he became a man. The older woman was his ex Amy Byrne, who was 23.

Given that seven-year age difference, she was definitely robbing the cradle!

Justin Timberlake-15


Long before he said "I do" to Jessica Biel, and even prior to dating Britney Spears, JT is said to have lost his V-card to a non-famous person named Danielle Ditto when he was 15.

Ansel Elgort-14


When Ansel first had sex, he "was 14. I had no clue what I was doing, and neither did the girl." He then went on to critique his first time even further, "I didn't even make the lighting good.

That'd be one thing I'd do differently. It was, like, fluorescent, bright bedroom light, like, over the covers."